Reaction of α-chloro-α-phenylselenoesters with silyl enol ethers. Synthesis of α-phenylseleno-γ-keto esters and γ-butyrolactones

Tetrahedron Letters

Volumn 37, Issue 51, 1996, Pages 9173-9176

  Silveira, Claudio C ^a   Braga, Antonio L ^a   Machado, Alessandra ^a   Fiorin, Gustavo L ^a   Dabdoub, Miguel J ^b  

^a FEDERAL UNIVERSITY OF SANTA MARIA   (Brazil)

^b UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

GAMMA BUTYROLACTONE DERIVATIVE; KETONE; ORGANOSELENIUM DERIVATIVE;

ARTICLE; CHEMICAL REACTION; DIASTEREOISOMER; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; OXIDATION;

EID: 0030590978     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02151-X     Document Type: Article

References (33)

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24. +-2, 90%); 310(100%); 200(12%).
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28. 2, using a mixture of hexane/EtOAc as eluent (8.5/1.5) to yield the α,β-unsatured carbonyl compound 5 in 82% yield.
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33. 16. Reductions of β-phenylseleno ketones and β-phenyltelluro ketones with Baker Yeast were performed with very high enantioselectivity. Dabdoub, M. J.; Machado, A.; Viana, L. H.; Cass, Q. B.; Zaldine, M. 11., manuscript in preparation.